| Wed18 Sep2019 |
|  | 14:30 | Football U13A | v The Hall | A |
| |
| Thu19 Sep2019 |
| | 14:30 | Football U18A | v King's College School (KCS), Wimbledon | A |
|  | 16:30 | Fives | v Mill Hill & Belmont Schools | H |
| |
| Fri20 Sep2019 |
|  | 11:00 | Golf U18A | v Brentwood School | A |
| | 14:15 | Football U12B | v Radlett Preparatory School | A |
| | 14:30 | Football U12A, U12C | v Radlett Preparatory School | A |
| |
| Sun22 Sep2019 |
| | 11:00 | Fives U18A, U16A | v Charterhouse | A |
| |
| Mon23 Sep2019 |
| | 15:45 | Football U15A | v St Clement Danes School | A |
| |
| Tue24 Sep2019 |
| | 14:30 | Football U14A, U14B | v The John Lyon School | H |
|  | 16:00 | Hockey 1st XI, 2nd XI | v Haileybury | A |
| |
| Wed25 Sep2019 |
| | 14:00 | Hockey 1st XI | v Chigwell School | A |
| | 14:15 | Hockey | v Mill Hill & Belmont Schools | H |
| | 14:45 | Football U13C, U12C | v Berkhamsted School | A |
| | 14:45 | Football U13A, U13B, U12A, U12B | v Berkhamsted School | H |
| |
| Thu26 Sep2019 |
| | 12:00 | Hockey 1st XI | v COUNTY U16 CHAMPS | A |
| |
| Sat28 Sep2019 |
|  | 09:00 | Netball U16A | v Anne Miles County Schools Tournament | A |
| | 09:00 | Netball 1st VII | v Anne Milles County Schools Tournament | A |
| | 10:00 | Football U14A, U13A, U13B, U12A, U12B | v Stephen Perse Foundation | H |
| |
| Mon30 Sep2019 |
| | tbc | Golf U18A | v Dame Alice Owens School | A |
| |
| Tue1 Oct2019 |
| | 14:30 | Football U18A | v Hertswood Academy | H |
| | 16:15 | Hockey 1st XI | v American School in London | A |
| |
| Wed2 Oct2019 |
| | 14:00 | Golf U18A | v Merchant Taylors' School, Northwood | A |
| | 14:30 | Football U18A | v Ibstock Place School | H |
| | 14:30 | Football U13A, U12A | v The John Lyon School | A |
| | 14:30 | Football U13B, U12B, U12C | v Mount House School | H |
| | 15:00 | Hockey Girls U13A, U13B, U12A, U12B | v Haileybury | A |
| |
| Thu3 Oct2019 |
| | 14:00 | Fives U16A, U15A, U14A | v Harrow School | A |
| | 14:00 | Fives U16A, U15A, U14A | v Queen Elizabeth's School, Barnet | A |
| | 14:30 | Fives | v Mill Hill & Belmont Schools | A |
| | 14:30 | Football U15A, U15B, U15C | v Ibstock Place School | H |
| |
| Fri4 Oct2019 |
| | 14:00 | Football U13A, U13B, U12A, U12B | v Dr Challoner's Grammar School | A |
| |
| Mon7 Oct2019 |
| | 14:30 | Football U12A | v St Edmund's College, Ware | H |
| | 16:00 | Football U13A | v The Broxbourne School | H |
| |
| Tue8 Oct2019 |
| | 14:30 | Football U18A, U18B, U15A, U15B, U15C | v Winchester College | A |
| | 14:45 | Hockey 1st XI | v Charterhouse | H |
| | 15:30 | Football U18C, U18D | v Winchester College | H |
| | 15:45 | Football U14A, U14B, U14C | v Winchester College | H |
| | 15:45 | Hockey 2nd XI | v Charterhouse | H |
| |
| Wed9 Oct2019 |
| | 14:15 | Hockey Girls U13A, U12A | v Edge Grove | H |
| | 14:30 | Football U13A, U13C, U12A, U12C | v St Anthony's School for Boys | H |
| | 15:30 | Football U12B | v Nicholas Breakspear Catholic School | A |
| |
| Thu10 Oct2019 |
| | 14:30 | Football U15A | v Colfe's School | H |
| | 16:00 | Fives U15A, U14A | v RGS, High Wycombe | H |
| | 16:30 | Fives | v Mill Hill & Belmont Schools | H |
| |
| Fri11 Oct2019 |
| | 14:00 | Football U16A | v Haileybury Turnford School | A |
| |
| Sat12 Oct2019 |
| | 09:00 | Hockey | v Mill Hill & Belmont Schools | A |
| | 09:30 | Fives U15A, U14A | v Holyport College | H |
| | 09:30 | Hockey 1st XI | v Holyport College | H |
| | 10:30 | Football U18C, U18D, U15A, U15B | v Alleyn's School | A |
| | 10:30 | Football U18A, U18B, U14A, U14B | v Alleyn's School | H |
| |
| Tue15 Oct2019 |
| | 12:00 | Hockey Girls U14A | v COUNTY CHAMPS | A |
